4-Methyl-3-thiosemicarbazide

4-Methyl-3-thiosemicarbazide is an organosulfur compound with the formula of with the formula CH3NHC(S)NHNH2. It is a white, odorless solid. The compound is one of the many derivatives of thiosemicarbazide. It is a precursor to diverse organic compounds and metal complexes.

4-Methyl-3-thiosemicarbazide
Names
Preferred IUPAC name
N-Methylhydrazinecarbothioamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.026.876
EC Number
  • 229-563-2
UNII
  • InChI=1S/C2H7N3S/c1-4-2(6)5-3/h3H2,1H3,(H2,4,5,6) checkY
    Key: PTVZQOAHCSKAAS-UHFFFAOYSA-N checkY
  • InChI=1S/C2H7N3S/c1-4-2(6)5-3/h3H2,1H3,(H2,4,5,6)
    Key: OKISUZLXOYGIFP-UHFFFAOYAC
  • CNC(=S)NN
Properties
C2H7N3S
Molar mass 105.16 g·mol−1
Melting point 135 to 138 °C (275 to 280 °F; 408 to 411 K)[1]
Hazards
GHS labelling:
GHS06: Toxic
Danger
H300
P264, P270, P301+P310, P321, P330, P405, P501
Lethal dose or concentration (LD, LC):
14 mg/kg rat
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Applications

4-Methyl-3-thiosemicarbazide is used as an intermediate compound in the synthesis of some types of herbicides, for example tebuthiuron.[2]

Structure of Ni(H2NNCSNHMe)2.[3]

Precautions and toxicity

4-Methyl-3-thiosemicarbazide can cause irritation of the eyes, respiratory tract, and skin. Swallowing the chemical may cause death.[1] It is classified as a "dangerous good for transport".[4]

References
  1. Material Safety Data Sheet, October 26, 2012, retrieved August 23, 2013
  2. Ralph Kenneth Achgill, Laurence Wesley Call (November 2, 1989), Improved synthesis of 4-methyl-3-thiosemicarbazide, retrieved August 24, 2013
  3. Burrows, Andrew D.; Harrington, Ross W.; Mahon, Mary F.; Teat, Simon J. (2002). "Structural manipulation through selective substitution of hydrogen bonding groups: The supramolecular structures of bis(thiosemicarbazidato)nickel complexes". CrystEngComm. 4 (89): 539. doi:10.1039/b208284e.
  4. 4-Methyl-3-thiosemicarbazide (CAS 6610-29-3), 2007, retrieved August 24, 2013
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